View 15105 TEA TREE DRIVE Winter Garden, FL MLS# G5106227
  • New Construction
1 of 2
$665,585
4

Beds

2.1

Baths

2,235

Sq.Ft.

15105 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 4360 OLD SYCAMORE Winter Garden, FL MLS# O6370948
  • Recently Listed with Virtual Tour
1 of 66
OPEN HOUSE: Sunday 1/11 12:00 PM - 4:00 PM
$625,000
4

Beds

3.0

Baths

2,548

Sq.Ft.

4360 OLD SYCAMORE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View Address not provided Winter Garden, FL MLS# G5106258
  • Recently Listed
1 of 28
$599,990
3

Beds

3.0

Baths

2,083

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1474 JUNIPER HAMMOCK STREET Winter Garden, FL MLS# O6369501
  • Recently Listed with Virtual Tour
1 of 50
$675,000
5

Beds

4.0

Baths

3,141

Sq.Ft.

1474 JUNIPER HAMMOCK STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 11189 GREEN CITRON ALLEY Winter Garden, FL MLS# TB8460312
  • Recently Listed with Virtual Tour
1 of 55
$689,990
3

Beds

2.1

Baths

2,134

Sq.Ft.

11189 GREEN CITRON ALLEY

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 1504 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# O6369221
  • Recently Listed with Virtual Tour
1 of 21
OPEN HOUSE: Saturday 1/10 11:00 AM - 1:00 PM
$575,000
3

Beds

2.0

Baths

2,012

Sq.Ft.

1504 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 4122 SHEPPERDS HOLLOW ALLEY Winter Garden, FL MLS# O6370363
  • Recently Listed with Virtual Tour
1 of 44
OPEN HOUSE: Sunday 1/11 2:00 PM - 4:00 PM
$589,900
3

Beds

3.1

Baths

2,459

Sq.Ft.

4122 SHEPPERDS HOLLOW ALLEY

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 13150 MORO COURT Winter Garden, FL MLS# S5137634
  • Recently Listed with Virtual Tour
1 of 43
$644,900
5

Beds

3.0

Baths

3,516

Sq.Ft.

13150 MORO COURT

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 47 OAK STREET Winter Garden, FL MLS# O6370459
  • Recently Listed with Virtual Tour
1 of 7
$679,000
Studio

Beds

0.0

Baths

47 OAK STREET

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 16330 BRISK BREEZE ALLEY Winter Garden, FL MLS# G5106012
  • Recently Listed with Virtual Tour
1 of 54
$575,000
3

Beds

2.1

Baths

2,170

Sq.Ft.

16330 BRISK BREEZE ALLEY

Winter Garden, FL

Courtesy of NARROW ROAD REALTY
View 15401 PORTER ROAD Winter Garden, FL MLS# S5140743
  • Recently Listed with Virtual Tour
1 of 49
$558,000
5

Beds

3.0

Baths

2,322

Sq.Ft.

15401 PORTER ROAD

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 16632 POINT ROCK DRIVE Winter Garden, FL MLS# OM715702
  • Recently Listed
1 of 74
$550,000
4

Beds

3.1

Baths

2,292

Sq.Ft.

16632 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of REMAX/PREMIER REALTY
View 3136 IRISH PEACH DRIVE Winter Garden, FL MLS# O6367113
  • Recently Listed with Virtual Tour
1 of 35
$599,900
3

Beds

2.0

Baths

2,136

Sq.Ft.

3136 IRISH PEACH DRIVE

Winter Garden, FL

Courtesy of CASTLE REALTY PROFESSIONAL GROUP LLC
View 6007 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5105905
$674,475
4

Beds

2.1

Baths

2,235

Sq.Ft.

6007 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15445 PEBBLE RIDGE STREET Winter Garden, FL MLS# O6369191
  • Recently Listed with Virtual Tour
1 of 70
$575,000
4

Beds

2.0

Baths

2,375

Sq.Ft.

15445 PEBBLE RIDGE STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 13169 CALMING BREEZE WAY Winter Garden, FL MLS# G5105866
  • Recently Listed with Virtual Tour
1 of 64
$545,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13169 CALMING BREEZE WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13013 SERENE GLADE ROAD Winter Garden, FL MLS# G5105868
  • Recently Listed with Virtual Tour
1 of 57
$574,990
3

Beds

2.1

Baths

1,836

Sq.Ft.

13013 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7825 BOSTONIAN DRIVE Winter Garden, FL MLS# O6368837
  • Recently Listed with Virtual Tour
1 of 54
$585,000
3

Beds

2.0

Baths

2,270

Sq.Ft.

7825 BOSTONIAN DRIVE

Winter Garden, FL

Courtesy of GENSTONE REALTY
View 14673 GLADE HILL PARK WAY Winter Garden, FL MLS# O6370598
  • Recently Listed with Virtual Tour
1 of 55
OPEN HOUSE: Saturday 1/10 11:00 AM - 3:00 PM
$715,000
5

Beds

3.0

Baths

2,808

Sq.Ft.

14673 GLADE HILL PARK WAY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 17340 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365482
  • Recently Listed
1 of 18
$549,990
3

Beds

2.1

Baths

1,816

Sq.Ft.

17340 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

763

Estimated median home price

$585,000
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

Price Count
$0 - 100K 6
$100K - 200K 10
$200K - 300K 64
$300K - 400K 80
$400K - 500K 135
$500K - 600K 115
$600K - 700K 82
$700K - 800K 70
$800K - 900K 62
$900K - 1M 48
$1M - Max 91

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 491
Townhouse 119
Condo 107
Commercial 9
Rental 223
Lots and Land 33
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 1/6/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 1/7/2026.